Chemical Constituents of Gentiana Macrophylla Pall. From Shaanxi

Abstract

A novel amide, qinjiaoamide and a novel iridoid, erythrocentaurin acid, together with seven known compounds [erythrocentaurin (3), roburic acid (4), oleanolic acid (5), gentiopicroside (6), swertiamarine (7), sweroside (8), and 6′-O-β-D-glucosylgentiopicroside (9)], were isolated from the root of Gentiana macrophylla Pall. from Shaanxi Province, China. The novel compounds were identified as N-pentacosyl-2-carboxy-benzoyl amide (1) and 5-carboxyl-3,4-dihydrogen-1H-2-benzopyran-1-one (2), on the basis of spectroscopic (UV, IR, 1D- and 2D-NMR) and mass spectrometric data. Among the known compounds, erythrocentaurin (3) was isolated from the genus Gentiana for the first time.

Keywords

Qinjiao Gentiana macrophylla Pall Gentianaceae chemical constituents qinjiaoamide erythrocentaurin acid

References

Editorial Board of Chinese Herbal, State Administration of Traditional Chinese Medicine, China. (1999) Chinese Herbs. Scientific and Technical Press. Shanghai, 6, 231–236.

Quan

Y-S.

(1997) Herbal study on Qinjiao. Northwest Pharmaceutical Journal, 12, 113–115.

, Yu

, Li

, Wang

(2004) Inhibitory effects of the Gentiana macrophylla (Gentianaceae) extract on rheumatoid arthritis of rats. Journal of Ethnopharmacology, 95, 77–81.

Kondo

, Yoshida

(1993) Studies on chemical constituents of Gentiana macrophylla. Shoyakugaku Zasshi, 47, 342–343.

Nie

R-L

, He

R-Y.

(1984) The erythrocentaurin and swermirin from Swertia mileensis. Acta Botanica Yunnanica, 6, 325–328.

Chapelle

. (1973) Isolement de derives seco-iridoides d'Athoclerista zambesiaca. Phytochemstry, 12, 1191–1192.

Chen

D-C.

(1999) Handbook on chemical reference substance of Traditional Chinese Medicine: China Medical-Pharmaceutical Science and Technology Press, Beijing, 70, 166–167.

Kakuda

, Iijima

, Yaoita

(2001) Secoiridoid glycosides from Gentiana scabra. Journal of Natural Products, 64, 1574–1575.

Traditional medicine information center of state medicine administration. (1986) Handbook of Plant Active Constituents. The People's Medical Press, Beijing, 318–318.

10.

Inouye

, Nakamura

(1971) Occurrence of secoiridoid glucoside in Gentianaceous plants especially in the genera Gentiana and Swertia. Yakugaku Zasshi, 91, 755–759.

11.

Tan

, Wolfender

, Ma

. (1996) Secoiridoids and antifungal aromatic acids from Gentiana algida. Phytochemistry, 41, 111–116.

12.

Tan

, Wolfender

, Zhang

, Ma

, Fuzzati

, Marston

, Hostettmann

(1996) Acylsecoiridoids: antifungal constituents from Gentiana macrophylla. Phytochemistry, 42, 1305–1313.

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